64396-66-3

Basic information

• Product Name: methyl (R)-4-methylbenzenesulfinate
• Synonyms: methyl (R)-4-methylbenzenesulfinate
• CAS NO: 64396-66-3
• Molecular Weight: 170.232
• Mol File: 64396-66-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: methyl (R)-4-methylbenzenesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (R)-4-methylbenzenesulfinate(64396-66-3)
• EPA Substance Registry System: methyl (R)-4-methylbenzenesulfinate(64396-66-3)

Safety Data

• Hazardous Substances Data: 64396-66-3(Hazardous Substances Data)

Upstream product

• 672-78-6 methyl p-toluene sulfinate 
• 67-56-1 methanol 
• 85565-07-7 N,N-diisopropyl-4-methylbenzenesulfinamide 
• 6873-59-2 N-(4-methylphenylsulfinyl)-N,N-diethylamine 
• 1307296-48-5 (R,S)-N-Benzyl-N-(1-phenylethyl)-p-toluenesulfinamide 
• 866993-20-6 (S)-4-methyl-N-(1-phenylethylidene)benzenesulfinamide 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 64353-47-5 (+)-(S)-N-p-tolylsulfinylpyrrolidine 
• 66558-08-5 4-Methyl-benzenesulfinic acid ((S)-naphthalen-1-yl-phenyl-methyl)-amide 
• 81777-35-7 4-Methyl-benzenesulfinic acid ((R)-2-methyl-1-phenyl-propyl)-amide 
• 20752-48-1 (+)-(S)(C)-(S)(S)-N-(1-Phenylethyl)-p-toluolsulfinamid 
• 21179-27-1 (S)-(+)-N,N,4-trimethylbenzenesulfinamide 

Downstream Products

• 111289-39-5 [Isopropyl-((S)-toluene-4-sulfinyl)-amino]-acetic acid tert-butyl ester 
• 116471-85-3 N,N-diallyltoluene-p-sulphinamide 
• 116471-84-2 4-Methyl-benzenesulfinic acid (R)-allyl-methyl-amide 
• 116471-84-2 4-Methyl-benzenesulfinic acid (S)-allyl-methyl-amide 
• 103808-56-6 (+)-octadecyl p-tolyl sulphoxide 
• 116471-85-3 (R)-N,N-diallyl-p-toluenesulfinamide 
• 6873-54-7 N-phenyltoluene-p-sulphinamide 
• 40723-30-6 (+)-(S)-allyl-p-toluenesulphinamide 
• 6873-86-5 (+)-(S)-isopropyl-p-toluenesulphinamide 

Relevant articles and documents

Acid catalyzed alcoholysis of sulfinamides: Unusual stereochemistry, kinetics and a question of mechanism involving sulfurane intermediates and their pseudorotation

The synthesis of optically active sulfinic acid esters has been accomplished by the acid catalyzed alcoholysis of optically active sulfinamides. Sulfinates are formed in this reaction with a full or predominant inversion of configuration at chiral sulfur or with predominant retention of configuration. The steric course of the reaction depends mainly on the size of the dialkylamido group in the sulfinamides and of the alcohols used as nucleophilic reagents. It has been found that bulky reaction components preferentially form sulfinates with retention of configuration. It has been demonstrated that the stereochemical outcome of the reaction can be changed from inversion to retention and vice versa by adding inorganic salts to the acidic reaction medium. The unusual stereochemistry of this typical bimolecular nucleophilic substitution reaction, as confirmed by kinetic measurements, has been rationalized in terms of the addition-elimination mechanism, A-E, involving sulfuranes as intermediates which undergo pseudorotations.

Chiral sulfinates studied by optical rotation, ECD and VCD: The absolute configuration of a cruciferous phytoalexin brassicanal C

The optical rotation, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) of chiral sulfinates have been studied experimentally, and analysed by density functional theory calculation, aiming at establishing a reliable and convenie

SPECTRAL AND CHEMICAL STUDIES ON THE PROTONATION OF SULFINAMIDES

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